ChemInform Abstract: Cycloadditions of Methano(11)annulenones with Dichloro- and Chloro- Ketenes. Preparation of 2H-Methanocycloundeca(b)furan-2-one Ring Systems.
Abstract
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ChemInform Abstract
Cycloaddition of the title compounds (I) and (V) with dichloroketene yields the chlorinated cycloundecafuranones (III), (IV) and (VI), resp. , which are transformed into the unchlorinated parent compounds by reductive elimination with an excess of NaI in TFA. In contrast, cycloaddition of (I) or (V) with chloroketene yields chloroacetyl derivatives (IX)-(XI) and the parent compound (VIII).